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Hilton Head Island Vacation Rentals

498 Hilton Head Island Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Hilton Head Island, Low Country Coast, South Carolina, United States.

Looking for South Carolina vacation rentals in other areas of the state? Click here. Or visit our home page for even more vacation rentals.
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Low Country Coast Top Cities
Listings 26 - 50 of 498
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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 26 is a two-story townhouse, one flight above street... Learn More
Rates
$175 - $255 night
$875 - $1275 week


Non Smoking


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most secluded on Hilton Head Island. The home is acr... Learn More
Rates
$380 - $659 night
$1895 - $3295 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 522 enjoy a landsca... Learn More
Rates
$200 - $315 night
$995 - $1575 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Coming soon - under renovation Bedding Configuration: 2 King, 1 Queen, 1 Sleeper Sofa, 2 Full Additional Features: * Business: Nearby ATM, Nearby... Learn More
Rates
$142 - $314 night
$995 - $2495 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 1457 Sound Villas - This very spacious waterfront villa has two living areas, This very spacious waterfront villa has two living areas, 4 Bedrooms... Learn More
Rates
$242 - $242 night
$1695 - $3795 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 1870 Beachside Tennis - Waterfront and 2nd Floor - Can't beat the views. This newly updated spacious 2 bedroom, 2-bath beachfront villa affords a ... Learn More
Rates
$128 - $128 night
$895 - $2295 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3121 Villamare - 1st Floor beautifully furnished w/ courtyard views. Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded by l... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the pool and beach in Shipyard. Fully Renovated from ... Learn More
Rates
$99 - $228 night
$695 - $1895 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Pretty Oceanview 4th Floor Villa!!! This 2 bedroom, 2 bath, Forest Beach OCEANVIEW villa rental located in building 2 on the 4th floor is decorat... Learn More
Rates
$142 - $142 night
$995 - $2495 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 58 is a two-story townhouse w... Learn More
Rates
$140 - $199 night
$695 - $995 week


Pet Friendly   Non Smoking


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5 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: Start de-stressing the moment you walk in on the main floor and see the shaded lagoon view through six-foot windows along the walls of the spacious... Learn More
Rates
$199 - $399 night
$1395 - $3095 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 2 bedroom resort view condo Unit Description: This spacious condo is only a short distance from the beaches of the Atlantic Ocean. It has a full k... Learn More
Rates
$155 - $375 night
$1085 - $2625 week


Non Smoking


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 709 Barrington Park-Lagoon View & on the Ocean! Available 4/19-25 (6 nights) Enjoy a fabulous vacation in the luxurious Barrington Park Villas. Th... Learn More
Rates
$71 - $71 night
$495 - $1095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 2215 SeaCrest OCEANSIDE RENOVATION SENSATION! Lovely 2nd-floor, 3 bedroom, 3 bathroom, villa in Sea Crest resort, building 2, is front and central... Learn More
Rates
$171 - $171 night
$1195 - $2895 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3507 Windsor Court South-Oceanfront 5th Floor 3 BR Penthouse. Wow views This 5th floor OCEANFRONT penthouse villa located in the heart of the Palm... Learn More
Rates
$228 - $228 night
$1595 - $3895 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA two story home with Private Pool (can be heated) & Lagoon View. King, Queen, Queen & 2 Bunk beds. Walk easily to the Lawton Stables. Free... Learn More
Rates
$330 - $550 night
$1650 - $2750 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautifully updated and decorated villa with gorgeous lagoon views! This 3 bedroom, 3.5 bath villa is in the heart of Palmetto Dunes and has just b... Learn More
Rates
$128 - $285 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Linens for a fee.) Free S. Beach Pool Membership. Putting Green & Tennis on site... Learn More
Rates
$155 - $230 night
$775 - $1150 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 BD/3 BA townhouse with lagoon view. 2 Kings & 2 Twins. Pool & Tennis onsite. Walk or bike to the Forest Preserve. Bike or drive to the Sea Pines ... Learn More
Rates
$190 - $330 night
$950 - $1650 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic views of the Atlantic Ocean and its white sandy ... Learn More
Rates
$235 - $419 night
$1175 - $2095 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 72 Dune Lane - 2nd Row Ocean Rent as 3, 4 or 5 BR March thru May This pretty 2nd row ocean Low Country design beach home has 5 bedrooms plus bonus... Learn More
Rates
$285 - $285 night
$1995 - $5195 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. walk to the beach. Within earshot of the rolling surf, 1 bedroom, 2 bath villa is located in... Learn More
Rates
$85 - $142 night
$595 - $1195 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Hilton Head Island, South Carolina, United States
Description: 1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath villa. Romantic! This 1 bedroom, 1 bath Caravel Court villa has a spectacular view of the H... Learn More
Rates
$85 - $142 night
$595 - $2100 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 bedroom resort view Unit Description: This 2 bedroom villa is located within the largest plantation of Hilton Head. Just a short bike ride from ... Learn More
Rates
$168 - $999 night
$1176 - $6993 week


Non Smoking


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King, 2 Queens, 2 Doubles, Queen. Beach Shuttle in ... Learn More
Rates
$385 - $770 night
$1925 - $3850 week


Non Smoking   Swimming Pool


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Listings 26 - 50 of 498
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This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
There was a day when Hilton Head Island was accessible only by boat or ferry. That was over 50 years ago, and now Hilton Head ranks as one of the most popular destinations not just in South Carolina, but in the United States and the world.

But that popularity has not come at a price. City planners have made sure that Hilton Head doesn't become another beach resort town--not that there's anything wrong with beach resort towns. Sometimes, you just need something a little different, and Hilton Head Island gives it to you.

Planning has ensured that high-quality design is incorporated into the architecture, whether it's a home or business. There are more than 25 miles of bike paths and walking trails, which helps you enjoy the island in a way you never could inside of a car.

Of course, Hilton Head is the place for upscale golf. There are 40 courses in the area, and a few of the must plays are Harbour Town Golf Links, The Robert Trent Jones Course at Palmetto Dunes, Crescent Pointe Golf Club and more. If you're looking for value, try Old South Golf Links, Galleon Course, Brigantine Couse and Clipper Course.

Hilton Head's not just enjoying a bucolic South Carolina coastal town and golf. There are nine miles of baby powder soft beaches along the warm Atlantic Ocean. The average ocean temperature is 82 degrees. Two beaches to check out are Alder Lane and Coligny Beach.

After a day at the beach, enjoy shopping and a great meal in Harbour Town. It's on the marina and features the red and white lighthouse that Hilton Head is famous for. You can also rent wave runners, book dolphin tours, and find just about any souvenir you want.